KR20110023902A - Stabilization of body-care and household products - Google Patents

Abstract

The use of certain lactone compounds has been described for protecting body-care products and household articles from photodegradable and oxidative degradation. These compounds perform good antioxidant properties.

Description

Stabilization of body-care products and household goods {STABILIZATION OF BODY-CARE AND HOUSEHOLD PRODUCTS}

The present invention relates to the use of lactone compounds selected as stabilizers for protecting body-care products and household articles from photodegradable and oxidative degradation.

Recent product trends towards increasing use of oil and fat based natural materials in cosmetic formulations and household products also increase the problem of oxidative degradation of fats and oils causing rancidity. Natural oils or unsaturated fatty acids rarely fall out of the emulsion. Oxidative changes can often produce reactive metabolites such as ketones, aldehydes, acids, epoxides and lipoperoxides.

As a result, it is also possible to obtain substances which, on the one hand, change the odor of the product undesirably and on the other hand, can change the skin tolerance. Uncontrolled formation of free radicals on the skin mainly contributes to the onset and progression of many pathological changes, such as inflammation, carcinogenesis, and the like.

However, the oxidative degradation process is not only confirmed for oil and fat based natural materials. It is also found in many other cosmetic ingredients such as perfumes and flavoring substances, vitamins, pigments and the like.

Thus, so-called antioxidants (AO) are used in cosmetic products and foods to prevent oxidative degradation processes (photooxidation, autooxidation). Such antioxidants include compounds that prevent oxidation (such as complexing agents, reducing agents) and compounds that interfere with free radical chain reactions such as butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), gal Rates such as propylgallate (PG), or t-butylhydroquinone (TBHQ). However, the latter compounds often do not meet the requirements with regard to pH stability and also light and temperature stability.

As a result, the active substance in the container changes its properties unfavorably due to the self-oxidation process. This leads to, for example, a decrease in viscosity and a change in color or odor.

In addition, recent increasing product trends have also resulted in increased use of transparent (glass, PET, etc.) containers for cosmetic preparations and household products. Both glass and ordinary plastics have specific inherent absorption in the UV-B-range, but absorption in the UV-A range is very low.

Various stabilization techniques by UV absorption for transparent packaging products are commonly used and are well known. For example, the benzotriazole series of broadband UV light stabilizers, due to their very good UV-A and UV-B absorption properties, compared to other absorbents such as benzophenone, which primarily absorb UV-B, Enhances shelf life. The most effective stabilizers known today for preventing or retarding light induced fading of clear packaged products are, for example, the benzotriazole derivatives known under the tradename Ciba TINOGARD HS or Ciba Tinogard TL.

Surprisingly, it has been found that certain stabilizers based on lactone derivatives perform stabilizer properties and are therefore suitable for product protection.

Accordingly, the present invention relates to the use of stabilizers of formula (1) to protect body-care products and household articles from photodegradable and oxidative degradation.

<Formula 1>

Where

R ₁ and R ₂ are each independently of the other hydrogen; Or C ₁ -C ₈ alkyl,

R ₃ and R ₄ are each independently of the other C ₁ -C ₁₂ alkyl,

R ₅ is C ₁ -C ₇ alkyl.

12 Alkyl having the following carbon atoms is a branched or unbranched radical, for example methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 2-ethylbutyl, n-pentyl , Isopentyl, 1-methylpentyl, 1,3-dimethylbutyl, n-hexyl, 1-methylhexyl, n-heptyl, isoheptyl, 1,1,3,3-tetramethylbutyl (tert-octyl), 1 -Methylheptyl, 3-methylheptyl, n-octyl, 2-ethylhexyl, 1,1,3-trimethylhexyl, 1,1,3,3-tetramethylpentyl, nonyl, decyl, undecyl, 1-methylounde Yarn or dodecyl. _One of the preferred definitions for R ₁ and R ₂ is for example C ₁ -C ₆ alkyl, in particular C ₁ -C ₄ alkyl, for example tert-butyl. Preferably, R ₃ and R ₄ are C ₄ -C ₁₂ alkyl, in particular C ₄ -C ₁₀ alkyl, for example C ₈ alkyl. A preferred definition of R ₅ is C ₁ -C ₄ alkyl, in particular C ₁ -C ₃ alkyl, for example methyl.

Preferably,

R ₁ and R ₂ are each independently of the other hydrogen; Or C ₁ -C ₄ alkyl,

R ₃ and R ₄ are each independently of the other C ₄ -C ₁₀ alkyl,

R ₅ is C ₁ -C ₄ alkyl

The compound of formula 1 is used.

Also preferred are compounds of formula 1, wherein R ₃ and R ₄ are tert-octyl.

Of particular interest are compounds

R ₁ and R ₂ are hydrogen,

R ₃ and R ₄ are tert-octyl,

R ₅ is methyl

Compound of formula (1).

The preparation of compounds of formula (I) is for example described in EP-A-0 871 066.

Stabilizers of Formula 1 can be used with the UV absorbers, phenolic or non-phenolic antioxidants listed in Table 1-3, and in combination with complexing agents or merocyanine derivatives, It is particularly suitable for protecting care products and household goods.

Examples of organic UV filters that can be used in mixtures with compounds of formula 1 are listed in Tables 1 to 3 below.

The compounds of formula (1) can also be used in mixtures with hindered amine light stabilizers, for example hindered nitroxyl, hydroxylamine and hydroxylamine salt compounds described in WO 03/103622.

The compound of formula 1 may also be used in mixture with the phenolic antioxidants described in EP-A-1 126 811.

The compound of formula 1 may also be used in mixture with merocyanine derivatives described in WO 07/014848.

Personal care

The lactones of formula (1) may be used as single components or in particular skin-care products, bath and shower additives, preparations containing flavoring and fragrance substances, hair-care products, rinses, deodorant and antiperspirant preparations, decorative ) Can be used in admixture with other stabilizers for preparations, light protection preparations and preparations containing the active ingredient.

Skin-care products are, in particular, body oils, body lotions, body gels, treatment creams, skin protective ointments, shaving agents such as shaving foams or gels, skin powders such as baby powders, moisturizing gels, moisturizing sprays, Revitalizing body sprays, cellulite gels and peeling formulations.

Suitable bath and shower additives are shower gels, bath-salts, bubble baths, and soaps.

Formulations containing fragrances and perfume substances are in particular perfumes, perfumes, lotions and shaving lotions (aftershave preparations).

Suitable hair-care products are, for example, products for shampoos, hair conditioners, styling and hair treatments for humans and animals, especially dogs, perms, hair sprays and lacquers, hair gels, hair fixatives and hair dyes or It is a bleaching agent.

Suitable rinses are in particular tooth creams, toothpastes, mouthwashes, mouthwashes, antiplaques and denture cleaners.

Suitable cosmetic preparations are in particular lipsticks, nail varnishes, eyeshadows, mascaras, dry and wet makeup, rouge, powders, depilatory agents and suntan lotions.

Suitable cosmetic preparations containing the active ingredient are in particular hormone preparations, vitamin preparations, plant extract preparations and antibacterial preparations.

The body-care product may be in the form of a cream, ointment, paste, foam, gel, lotion, powder, makeup, spray, stick or aerosol.

They preferably contain stabilizers of formula 1 and, optionally, other UV absorbers, sterically hindered amines, complexing agents and phenolic or non-phenolic antioxidants.

Accordingly, the present invention also relates to a body-care product comprising at least one compound of formula (1).

The compound of formula 1 is present in body care products and household products at a concentration of about 5 to about 10000 ppm, preferably about 10 to about 5000 ppm, most preferably about 100 to about 1000 ppm, based on the total formulation. .

Cosmetic compositions according to the invention may also contain one or one further compound as described below.

Fatty alcohol

6-18, preferably 8-10, including cetyl alcohol, stearyl alcohol, cetearyl alcohol, oleyl alcohol, octyldodecanol, benzoate of C ₁₂ -C ₁₅ alcohol, acetylated lanolin alcohol and the like Alcohols based on fatty alcohols having 2 carbon atoms.

Esters of fatty acids

Esters of linear C ₆ -C ₂₄ fatty acids and linear C ₃ -C ₂₄ alcohols, esters of branched C ₆ -C ₁₃ carboxylic acids and linear C ₆ -C ₂₄ fatty alcohols, linear C ₆ -C ₂₄ fatty acids and branched alcohols In particular esters of 2-ethylhexanol, hydroxycarboxylic acids and esters of linear or branched C ₆ -C ₂₂ fatty alcohols, in particular dioctyl malate, linear and / or branched fatty acids and polyhydric alcohols (eg propylene Glycols, dimer diols or trimer triols) and / or esters of gerbe alcohols, for example caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, micro Listic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, oleic acid, petroleic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erus Acids and mixtures thereof industrial-grade (eg natural fats and oils) In pressurized removal, obtained from the reduction of aldehyde from the oxo synthesis of Roelen or from dimerization of unsaturated fatty acids) and alcohols, for example isopropyl alcohol, caproic alcohol, capryl alcohol, 2-ethylhexyl alcohol , Capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoryl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, erylidyl alcohol, petrolininyl alcohol, linoyl alcohol , Linoleyl alcohol, elaostaryl alcohol, arachidyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, and brassidyl alcohol and mixtures thereof of industrial grade (e.g., industrial and grade of fat and oil-based Methyl esters or esters from high pressure hydrogenation of aldehydes from oxo synthesis of loelen, obtained as monomer fraction in dimerization of unsaturated fatty alcohols.

Examples of such ester oils are isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl isostearate, isopropyl oleate, n-butylstearate, n-hexyllaurate, n-decyloleate, Isooctylstearate, iso-nonylstearate, isononyl isononanoate, 2-ethylhexyl palmitate, 2-hexyllaurate, 2-hexyldecylstearate, 2-octyldodecyl palmitate, oleyl oleate Ate, oleyl oleate, erucyl oleate, erucyl acrylate, cetearyl octanoate, cetyl palmitate, cetyl stearate, cetyl oleate, cetyl behenate, cetyl acetate, myristyl myristate, Myristyl behenate, myristyl oleate, myristyl stearate, myristyl palmitate, myristyl lactate, propylene glycol dicapryl Laterate / caprate, stearyl heptanoate, diisostearyl maleate, octyl hydroxystearate and the like.

Natural or synthetic triglycerides, including glyceryl esters and derivatives

Di- or tri-glycerides based on C ₆ -C ₁₈ fatty acids modified by reaction with other alcohols (caprylic / capric triglycerides, wheat germ glycerides, etc.). Fatty acid esters of polyglycerin (polyglyceryl-n such as polyglyceryl-4 caprate, polyglyceryl-2 isostearate, etc.) or castor oil, hydrogenated vegetable oil, sweet almond oil, wheat germ oil, sesame oil, hydrogenated Cottonseed oil, coconut oil, avocado oil, corn oil, hydrogenated castor oil, shea butter, cocoa butter, soybean oil, mink oil, sunflower oil, safflower oil, macadamia nut oil, olive oil, hydrogenated tallow, apricot seed oil, hazelnut oil, borago oil (borago oil) and the like.

Wax

Waxes comprising esters of long-chain acids and alcohols, as well as compounds having wax-like properties such as carnauba wax, beeswax (white or yellow), lanolin wax, candelilla wax, ozokerite, Japan wax, paraffin wax , Microcrystalline wax, ceresin, cetearyl ester wax, synthetic beeswax and the like. Also, hydrophilic waxes such as cetearyl alcohol or partial glycerides.

Pearlescent wax

Alkylene glycol esters, in particular ethylene glycol distearate; Fatty acid alkanolamides, in particular coco fatty acid diethanolamides; Partial glycerides, in particular stearic acid monoglycerides; Esters of polyvalent unsubstituted or hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms, in particular long chain esters of tartaric acid; Fatty substances having a total of at least 24 carbon atoms, such as fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, in particular lauron and distearyl ethers; Fatty acids such as stearic acid, hydroxystearic acid or behenic acid, olefin epoxides having 12 to 22 carbon atoms and fatty alcohols having 12 to 22 carbon atoms and / or 2 to 15 carbon atoms and 2 to 10 Ring-opening products of polyols having hydroxy groups, and mixtures thereof.

Hydrocarbon oil

Mineral oil (light oil or heavy oil), petrolatum (yellow or white), microcrystalline wax, paraffinic and isoparaffinic compounds, hydrogenated isoparaffinic molecules such as polydecene and polybutene, hydrogenated polyisobutene, squalene, isohexadecane , Isododecane and other hydrocarbon oils from the plant and animal kingdoms.

Silicone or siloxane (organosubstituted polysiloxane)

Dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones, and also amino-, fatty acid-, alcohol-, polyether-, epoxy-, fluorine-, glycoside- and / or alkyl-modified silicone compounds (these are liquid or resin at room temperature Form). Linear polysiloxane, dimethicone (Dow Corning 200 fluid, Rhodia Mirasil DM, dimethiconol, cyclic silicone fluid, cyclopentasiloxane volatiles (Dow Corning 345 fluid), phenyltrimethicone ( Dow Corning 556 fluid) Also suitable is simethicone, which is a mixture of dimethicone and hydrogenated silicates having an average chain length of 200 to 300 dimethylsiloxane units A detailed investigation of suitable volatile silicones by Todd et al. Cosm.Toil. 91, 27 (1976).

Fluorinated or fluorinated oils

Perfluorohexane, dimethylcyclohexane, ethylcyclopentane, polyperfluoromethylisopropyl ether.

Emulsifier

Any commonly available emulsifier can be used in the composition. Emulsifier systems may include, for example: carbocyclic acids and salts thereof: alkaline soaps of sodium, potassium and ammonium; Metallic soaps of calcium or magnesium; Organic based soaps such as lauric acid, palmitic acid, stearic acid and oleic acid; Alkyl phosphates or phosphate esters, acid phosphates, diethanolamine phosphates, potassium cetyl phosphate; Ethoxylated carboxylic acid or polyethyleneglycol esters, PEG-n acylates; Linear fatty alcohols having 8 to 22 carbon atoms (fatty acids having 12 to 22 carbon atoms and alkylphenols having 8 to 15 carbon atoms in alkyl groups and 2 to 30 mol of ethylene oxide and / or 0 to 5 mol Branched from propylene oxide); Fatty alcohol polyglycol ethers such as laureth-n, steares-n, steares-n, oles-n; Fatty acid polyglycol ethers such as PEG-n stearate, PEG-n oleate, PEG-n cocoate; Monoglycerides and polyol esters; C ₁₂ -C ₂₂ fatty acid mono- and di-esters of addition products from 1 to 30 mol of ethylene oxide with polyols; Fatty acids and polyglycerol esters such as monostearate glycerol, diisostearoyl polyglyceryl-3-diisostearate, polyglyceryl-3-diisostearate, triglyceryl diisostearate, polyglyceryl- 2-sesquiisostearate or polyglyceryl dimerate; Mixtures of compounds from a plurality of these substance classes are also suitable; Fatty acid polyglycol esters such as monostearate diethylene glycol, fatty acid and polyethylene glycol esters, fatty acid and saccharose esters such as sucrose esters, glycerol and saccharose esters such as sucrose glycerides; Sorbitol and sorbitan, sorbitan mono- and di-ester and ethylene oxide addition products of saturated and unsaturated fatty acids having 6 to 22 carbon atoms; Polysorbate-n series, sorbitan esters such as sesquiisostearate, sorbitan, PEG- (6) -isostearate sorbitan, PEG- (10) -sorbitan laurate, PEG-17-diole Ate sorbitan, glucose derivatives, C ₈ -C ₂₂ alkyl-mono and oligo-glycosides and ethoxylated analogs and glucose are preferred as sugar components; O / W emulsifiers such as methyl glutes-20 sesquistearate, sorbitan stearate / sucrose cocoate, methyl glucose sesquistearate, cetearyl alcohol / cetearyl glucoside; W / O emulsifiers such as methyl glucose dioleate / methyl glucose isostearate; Sulfate and sulfonated derivatives, dialkylsulfosuccinates, dioctyl succinates, alkyl lauryl sulfonates, linear sulfonated paraffins, sulfonated tetrapropylene sulfonates, sodium lauryl sulfate, ammonium and ethanolamine lauryl sulfide Pate, lauryl ether sulfate, sodium laureth sulfate, sulfosuccinate, acyl isothionate, alkanolamide sulfate, taurine, methyl taurine, imidazole sulfate; Amine derivatives, amine salts, ethoxylated amines, oxide amines with chains containing heterocycles such as alkyl imidazolines, pyridine derivatives, isoquinotene, cetyl pyridinium chloride, cetyl pyridinium bromide, quaternary ammonium such as cetyl Trimethylbromide ammonium bromide (CTBA), stearylalconium. Amide derivatives, alkanolamides such as acylamide DEA, ethoxylated amides such as PEG-n acylamide, oxydeamide. Polysiloxane / polyalkyl / polyether copolymers and derivatives, dimethicone, copolyols, silicone polyethylene oxide copolymers, silicone glycol copolymers. Propoxylated or POE-n ether (Meroxapol), poloxamer or poly (oxyethylene) m-block-poly (oxypropylene) n-block (oxyethylene); Zwitterionic surfactants having at least one quaternary ammonium group and at least one carboxylate and / or sulfonate group in the molecule; Particularly suitable zwitterionic surfactants are betaines such as N-alkyl-N, N-dimethylammonium glycinate, cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinate, Cocoacylaminopropyldimethylammonium glycinate and 2-alkyl-3-carboxymethyl-3-hydroxyethylimidazoline (each having 8 to 18 carbon atoms in the alkyl or acyl group) and also cocoacylaminoethylhydroxy Ethylcarboxymethylglycinate, N-alkylbetaine, N-alkylaminobetaine; Alkylimidazolines, alkylopeptides, lipoamino acids, self-emulsifying bases and compounds described in KF DePolo, A short textbook of cosmetology, Chapter 8, Table 8-7, p250-251.

Nonionic emulsifiers such as PEG-6 beeswax (and) PEG-6 stearate (and) polyglyceryl-2-isostearate [Apifac], glyceryl stearate (and) PEG-100 stearate; [Arlacel 165], PEG-5 glyceryl stearate [arlatone 983 S], sorbitan oleate (and) polyglyceryl-3 ricinoleate [alacel 1689], sorbitan stearate Late and sucrose cocoate [Alaton 2121], glyceryl stearate and laureth-23 [Cerasynth 945], cetearyl alcohol and cetes-20 [Cetomacrogol Wax], Cetearyl Alcohol and Colisorbate 60 and PEG-150 and Stearate-20 [Polawax GP 200, Polarwax NF], Cetearyl Alcohol and Cetearyl Polyglucoside [Emulgade PL 1618], Cetearyl Alcohol and Steares-20 [Emulgide 1000NI, Cosmowax], Cetearyl Alcohol and PEG-40 Castor Oil [Emulgide F Special], Cetearyl Alcohol and PEG -40 Castor oil and sodium cetearyl sulphate [ethermate F], stearyl alcohol and steares-7 Steares-10 [Emulgator E 2155], cetearyl alcohol and steares-7 and steares-10 [emulsifying wax USNF], glyceryl stearate and PEG-75 stearate [gel Lot 64], Propylene Glycol Setes-3 Acetate [Hetester PCS], Propylene Glycol Isosese-3 Acetate [Hesterster PHA], Cetearyl Alcohol and Ceteth-12 and Oles-12 [Lanbritol Wax N 21], PEG-6 stearate and PEG-32 stearate [Tefose 1500], PEG-6 stearate and cethes-20 and steare-20 [te Force 2000], PEG-6 stearate and cethes-20 and glyceryl stearate and steares-20 [Tefos 2561], glyceryl stearate and steares-20 [Teginacid H, C, X ].

Anionic emulsifiers such as PEG-2 stearate SE, glyceryl stearate SE [Monelgine, Cutina KD], propylene glycol stearate [Tegin P], cetearyl alcohol and sodium Cetearyl Sulfate [Lanette N, Curtina LE, Crodacol GP], Cetearyl Alcohol and Sodium Lauryl Sulfate [Lanet W], Trilanes-4 Phosphate and Glycol Stearate Latex and PEG-2 stearate [Sedefos 75], glyceryl stearate and sodium lauryl sulphate [Tezinate Special]. Cationic acid bases such as cetearyl alcohol and cetrimonium bromide.

Emulsifiers can be used, for example in amounts of 1 to 30% by weight, in particular 4 to 20% by weight, preferably 5 to 10% by weight, based on the total weight of the composition.

When formulated in an O / W emulsion, preferably the amount of this emulsifier system could represent an oil phase of 5% to 20%.

Super-localizing agents

Suitable materials for use as super-fatting agents are, for example, lanolin and lecithin and also polyethoxylated or acrylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides, the fatty acid alkanolamides simultaneously It acts as a foam stabilizer.

Surfactants

Examples of suitable mild surfactants, particularly those which are particularly well acceptable for the skin, include fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or di-alkyl sulfosuccinates, fatty acid isethionates, fatty acids Protein fatty acids including sarcosinates, fatty acid taurides, fatty acid glutamate, α-olefin sulfonates, ethercarboxylic acids, alkyl oligoglucosides, fatty acid glucamides, alkylamidobetaines and / or protein fatty acid condensation products The condensation product is preferably based on wheat protein.

Viscosity modifiers / thickeners and rheology modifiers

Silicon dioxide, magnesium silicate, aluminum silicate, polysaccharides or derivatives thereof such as hyaluronic acid, xanthan gum, guar-gua, agar-agar, alginate, carrageenan, gellan, pectin, or modified celluloses such as hydroxycellulose , Hydroxypropylmethylcellulose. Also homopolymers of polyacrylates or reticulated acrylic acid and polyacrylamides, carbomers (Carbopol type 980, 981, 1382, ETD 2001, ETD2020, Ultrez 10) or Salcare ranges such as Salcare SC80 (Steareth-10 Allyl Ether / Acrylate Copolymer), Salcare SC81 (Acrylate Copolymer), Salcare SC91 and Salcare AST (Sodium Acrylate Copolymer / PPG-1 Trideces-6), Sepi Gel 305 (polyacrylamide / laures-7), Simulgel NS and Simgel EG (hydroxyethyl acrylate / sodium acryloyldimethyl taurate copolymer), stabilene 30 (acrylate / vinyl iso Decanoate crosspolymer), Pemulen TR-1 (acrylate / C10-30 alkyl acrylate crosspolymer), Ruby gel EM (sodium acrylate copolymer), Aculyn 28 ( Acrylate / Behenes-25 meta Related copolymers).

polymer

) (바스프(BASF)), 폴리글리콜 및 아민의 축합 생성물, 4급화 콜라겐 폴리펩티드, 예를 들면 라우릴디모늄 히드록시프로필 가수분해된 콜라겐 (라메쿼타(

)L/그뤼나우(Gruenau)), 4급화 밀 폴리펩티드, 폴리에틸렌이민, 양이온성 실리콘 중합체, 예를 들면 아미도메티콘, 아디프산 및 디메틸아미노히드록시프로필디에틸렌트리아민의 공중합체 (카르타레틴(Cartaretin)/산도즈(Sandoz)), 아크릴산과 디메틸디알릴암모늄 클로라이드의 공중합체 (메르쿼트(Merquat) 550/켐비론(Chemviron)), 예를 들면 FR-A-2 252 840에 기재된 바와 같은 폴리아미노폴리아미드 및 그의 가교결합된 수용성 중합체, 양이온성 키틴 유도체, 예를 들면 미세결정으로서 임의로 분포된 4급화 키토산; 디할로알킬, 예를 들면 디브로모부탄과 비스디알킬아민, 예를 들면 비스디메틸아미노-1,3-프로판의 축합 생성물, 양이온성 구아검, 예를 들면 셀라니즈(Celanese)로부터의 자구아(Jaguar) C-17, 자구아 C-16, 4급화 암모늄 염 중합체, 예를 들면 미라놀(Miranol)로부터의 미라폴(Mirapol) A-15, 미라폴 AD-1, 미라폴 AZ-1. 음이온성, 쯔비터이온성, 양쪽성 및 비이온성 중합체로서, 예를 들면 비닐 아세테이트/크로톤산 공중합체, 비닐피롤리돈/비닐 아크릴레이트 공중합체, 비닐 아세테이트/부틸 말레에이트/이소보르닐 아크릴레이트 공중합체, 메틸 비닐 에테르/말레산 무수물 공중합체 및 그의 에스테르, 비가교결합된 폴리아크릴산 및 폴리올과 가교결합된 폴리아크릴산, 아크릴아미도프로필-트리메틸암모늄 클로라이드/아크릴레이트 공중합체, 옥틸 아크릴아미드/메틸 메타크릴레이트tert.부틸아미노에틸 메타크릴레이트/2-히드록시프로필 메타크릴레이트 공중합체, 폴리비닐피롤리돈, 비닐피롤리돈/비닐 아세테이트 공중합체, 비닐피롤리돈/디메틸아미노에틸 메타크릴레이트/비닐 카프롤락탐 삼원공중합체 및 또한 임의로 유도체화된 셀룰로스 에테르 및 실리콘이 고려된다. 게다가, EP 1093796 (3-8 면, 17-68 단락)에 기재된 바와 같은 중합체를 사용할 수 있다.Suitable cationic polymers are, for example, cationic cellulose derivatives such as quaternized hydroxymethyl cellulose, cationic starch, diallyl ammonium salts available under the tradename Polymer JR 400 from Amerchol and Copolymers of acrylamide, quaternized vinylpyrrolidone / vinyl imidazole polymers, such as rubiquarta (

) (BASF), condensation products of polyglycols and amines, quaternized collagen polypeptides, for example lauryldimonium hydroxypropyl hydrolyzed collagen (lammeta

) L / Gruenau), quaternized wheat polypeptide, polyethyleneimine, cationic silicone polymers such as amidomethicone, adipic acid and copolymers of dimethylaminohydroxypropyldiethylenetriamine (cartharetin ( Cartaretin / Sandoz), copolymers of acrylic acid and dimethyldiallylammonium chloride (Merquat 550 / Chemviron), for example polys as described in FR-A-2 252 840 Aminopolyamides and crosslinked water soluble polymers thereof, cationic chitin derivatives such as quaternized chitosan optionally distributed as microcrystals; Condensation products of dihaloalkyl, for example dibromobutane and bisdialkylamine, for example bisdimethylamino-1,3-propane, cationic guar gum, for example jaguar from Celanese Jaguar C-17, jagua C-16, quaternized ammonium salt polymers such as Mirapol A-15, Mirapol AD-1, Mirapol AZ-1 from Miraolol. As anionic, zwitterionic, amphoteric and nonionic polymers, for example, vinyl acetate / crotonic acid copolymer, vinylpyrrolidone / vinyl acrylate copolymer, vinyl acetate / butyl maleate / isobornyl acrylate air Copolymers, methyl vinyl ether / maleic anhydride copolymers and esters thereof, uncrosslinked polyacrylic acid and polyols crosslinked with polyols, acrylamidopropyl-trimethylammonium chloride / acrylate copolymers, octyl acrylamide / methyl meta Butyl tert.butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymer, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymer, vinylpyrrolidone / dimethylaminoethyl methacrylate / Vinyl caprolactam terpolymers and also optionally derivatized cellulose ethers and silicones It is considered. In addition, polymers as described in EP 1093796 (p. 3-8, paragraphs 17-68) can be used.

Cationic surfactant

Cetyl trimethyl ammonium bromide (CTAB), dimethicone copolyol, amidomethicone, acrylamidopropyltrimonium chloride / acrylamide copolymer, guar hydroxypropyl trimonium chloride, hydroxycetyl hydroxyethyl dimonium chloride, International Cosmetic Ingredient Dictionary and Handbook, 7 ^th Edition 1997] Quaternium compounds, such as Quaternium-80, International Cosmetic Ingredient Dictionary and Handbook, 7 ^th Edition 1997] polyquaternium compounds, for example polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium- 17, Polyquaternium-18, Polyquaternium-24 or Polyquaternium-27, Polyquaternium-28, Polyquaternium-32, Polyquaternium-37.

Biologically Active Ingredients

Biologically active ingredients include, for example, tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acid, amino acids, ceramides, pseudoceramides, It is understood to mean essential oils, plant extracts and vitamin complexes.

Deodorant active ingredients

)으로, 예를 들면 화학식 Al₂(OH)₅Cl x 2.5 H₂O에 상응하는 알루미늄 클로로히드레이트가 시판되고 있으며, 그의 사용이 특히 바람직하다 (문헌 [J. Pharm. Pharmacol. 26, 531 (1975)] 참조). 클로로히드레이트 이외에, 또한 알루미늄 히드록시아세테이트 및 산성 알루미늄/지르코늄 염을 사용하는 것이 가능하다. 에스테라제 억제제를 추가의 탈취 활성 성분으로서 첨가할 수 있다. 이러한 억제제는 바람직하게는 트리알킬 시트레이트, 예컨대 트리메틸 시트레이트, 트리프로필 시트레이트, 트리이소프로필 시트레이트, 트리부틸 시트레이트, 특히 트리에틸 시트레이트 (하이다겐(Hydagen) CAT, 헨켈(Henkel))이고, 이들은 효소 활성을 억제하여 냄새 형성을 감소시킨다. 에스테라제 억제제로서 고려되는 추가 물질은 스테롤 술페이트 또는 포스페이트, 예를 들면 라노스테롤, 콜레스테롤, 캄페스테롤, 스티그마스테롤 및 시토스테롤 술페이트 또는 포스페이트, 디카르복실산 및 그의 에스테르, 예를 들면 글루타르산, 글루타르산 모노에틸 에스테르, 글루타르산 디에틸 에스테르, 아디프산, 아디프산 모노에틸 에스테르, 아디프산 디에틸 에스테르, 말론산 및 말론산 디에틸 에스테르 및 히드록시카르복실산 및 그의 에스테르, 예를 들면 시트르산, 말산, 타르타르산 또는 타르타르산 디에틸 에스테르이다. 세균총(germ flora)에 영향을 미치고, 땀-분해 박테리아를 사멸시키거나 또는 그의 증식을 억제하는 항박테리아 활성 성분이 또한 제제 (특히, 스틱 제제)에 존재할 수 있다. 예에는 키토산, 페녹시에탄올 및 클로르헥시딘 글루코네이트가 포함된다. 5-클로로-2-(2,4-디클로로페녹시)-페놀 (트리클로산(Triclosan), 이르가산(Irgasan), 시바 스페셜티 케미컬즈 인크(Ciba Specialty Chemicals Inc.))이 또한 특히 효과적인 것으로 입증된 바 있다.As deodorizing active ingredients, for example, antiperspirants, for example aluminum chlorohydrate (see J. Soc. Cosm. Chem. 24, 281 (1973)). Trade name Locron (Hoechst AG, Frankfurt, Germany)

), For example aluminum chlorohydrates corresponding to the formula Al ₂ (OH) ₅ Cl x 2.5 H ₂ O are commercially available, the use of which is particularly preferred (J. Pharm. Pharmacol. 26, 531 ( 1975). In addition to chlorohydrate, it is also possible to use aluminum hydroxyacetate and acidic aluminum / zirconium salts. Esterase inhibitors may be added as additional deodorizing active ingredients. Such inhibitors are preferably trialkyl citrates such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate, in particular triethyl citrate (Hydagen CAT, Henkel). ), They inhibit enzymatic activity, reducing odor formation. Further substances contemplated as esterase inhibitors are sterol sulfates or phosphates such as lanosterol, cholesterol, campestrol, stigmasterol and cytosterol sulfates or phosphates, dicarboxylic acids and esters thereof such as glutaric acid , Glutaric acid monoethyl ester, glutaric acid diethyl ester, adipic acid, adipic acid monoethyl ester, adipic acid diethyl ester, malonic acid and malonic acid diethyl ester and hydroxycarboxylic acid and esters thereof For example citric acid, malic acid, tartaric acid or tartaric acid diethyl ester. Antibacterial active ingredients that affect the germ flora, kill or inhibit the proliferation of sweat-degrading bacteria can also be present in the preparations (especially stick preparations). Examples include chitosan, phenoxyethanol and chlorhexidine gluconate. 5-chloro-2- (2,4-dichlorophenoxy) -phenol (Triclosan, Irgasan, Ciba Specialty Chemicals Inc.) has also proven particularly effective have.

Anti-dandruff

As anti-dandruff agents, for example, klimbazole, octopyrox and zinc pyrithione can be used. Typical film formers include, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, polymers of quaternary cellulose derivatives containing high fractions of acrylic acid, Collagen, hyaluronic acid and salts thereof and similar compounds.

Hydrotropic agent

In order to improve the flow behavior, it is also possible to use a water-repellent agent such as ethoxylated or nonethoxylated mono-alcohols, diols or polyols having a small number of carbon atoms or ethers thereof (for example ethanol, isopropanol, 1,2 Dipropanediol, propylene glycol, glycerin, ethylene glycol, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, diethylene glycol monomethyl ether; Diethylene glycol monoethyl ether, diethylene glycol monobutyl ether and similar products) can be used. Polyols for this purpose preferably comprise from 2 to 15 carbon atoms and at least two hydroxy groups. The polyols may also contain further functional groups, especially amino groups, and / or may be modified with nitrogen. Typical examples are: glycerol, alkylene glycols such as ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and also polyethylene glycols having an average molecular weight of 100 to 1000 Daltons; Industrial oligoglycerol mixtures having an inherent degree of condensation of 1.5 to 10, for example industrial diglycerol mixtures having a diglycerol content of 40 to 50% by weight; Methylol compounds such as trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol; Lower alkyl-glucosides, especially those having from 1 to 8 carbon atoms in the alkyl radical, for example methyl and butyl glucoside; Sugar alcohols having 5 to 12 carbon atoms, for example sorbitol or mannitol; Sugars having 5 to 12 carbon atoms, for example glucose or saccharose; Amino sugars such as glucamine; Dialcohol amines such as diethanolamine or 2-amino-1,3-propanediol.

Preservative

Suitable preservatives include, for example, methyl-, ethyl-, propyl-, butyl-paraben, benzalkonium chloride, 2-bromo-2-nitro-propane-1,3-diol, dehydroacetic acid, diazolidinyl urea , 2-dichloro-benzyl alcohol, dmdm hydantoin, formaldehyde solution, methyldibromoglutanitrile, phenoxyethanol, sodium hydroxymethylglycinate, imidazolidinyl urea, triclosan and references [KFDePolo-A Short Textbook Of Cosmetology, Chapter 7, Table 7-2, 7-3, 7-4 And 7-5, P210-219.

Bacteria-Inhibitor

Typical examples of bacteria-inhibitors are preservatives having specific action against Gram-positive bacteria, such as 2,4,4'-trichloro-2'-hydroxydiphenyl ether, chlorhexidine (1,6-di (4- Chlorophenyl-biguanido) hexane) or TCC (3,4,4'-trichlorocarvanide). Many aromatics and ethereal oils also have antimicrobial properties. Typical examples thereof are the active ingredients eugenol, menthol and thymol in clove oil, mint oil and thyme oil. An important natural deodorant is the terpene alcohol faresol (3,7,11-trimethyl-2,6,10-dodecathen-1-ol) present in lime flower oil. Glycerol monolaurate has also been proven to be bacteriostatic. The amount of additional bacteria-inhibitor present is usually from 0.1 to 2% by weight, based on the solids content of the formulation.

enjoyment

Mixtures of natural and / or synthetic aromatics. Natural aromatic substances include, for example, extracts from flowers (lilies, lavender, roses, jasmine, neroli, ylang-ylang), extracts from stems and leaves (geranium, patchouli, petite grains), extracts from fruits ( Ansid, coriander, caraway, juniper), extract from fruit peel (bergamot, lemon, orange), extract from root (maize, angelica, celery, cardamom, costus, iris, calmus), from tree Extracts (pine, sandalwood, lychee, cedar, rosewood), extracts from herbs and grasses (taragon, lemon grass, sage, thyme), extracts from conifers and branches (spruce, pine, Scottish pine, mountain pine) , Extracts from resins and balsams (galbanum, elemi, benzoin, myrrh, frankincense, oponapox). Also considered are animal raw materials such as musk and castorium. Typical synthetic aromatic materials are, for example, products of the ester, ether, aldehyde, ketone, alcohol or hydrocarbon type. Aromatic compounds of the ester type include, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linali acetate, dimethylbenzylcarvinyl acetate, phenylethyl acetate, linali benzoate, benzyl Formate, ethylmethylphenyl glycinate, allylcyclohexyl propionate, styralyl propionate and benzyl salicylate. Ethers include, for example, benzyl ethyl ether; Aldehydes include, for example, linear alkanals, citral, citronellal, citronellyl oxyacetaldehyde, cyclamen aldehydes, hydroxycitronellal, lilyls and Bourgeois with 8 to 18 hydrocarbon atoms. Can; Ketones include, for example, ionone, isomethylionone and methyl cedryl ketone; Alcohols include, for example, anethol, citronellol, eugenol, isoeugenol, geraniol, linalol, phenyl ethyl alcohol and terpinol; Hydrocarbons include mainly terpenes and balsams. However, preference is given to using mixtures of various aromatic substances which together produce an attractive scent. Relatively low volatility ethereal oils which are mainly used as aromatic ingredients are also suitable as perfume oils, for example sage oil, chamomile oil, clove oil, melissa oil, cinnamon leaf oil, lime flower oil, juniper berry oil, vetiver oil, Olibanum oil, galvanum oil, lavolanum oil and labandine oil. Bergamot Oil, Dihydromirsenol, Lilial, Lyral, Citronelol, Phenyl Ethyl Alcohol, Hexyl Cinnamicaldehyde, Geraniol, Benzyl Acetone, Cyclamenaldehyde, Linalool, Boysambrren Forte, Ambroxane, Indole , Hedion, Sandelis, Lemon Oil, Tangerine Oil, Orange Oil, Allyl Amyl Glycolate, Cyclovertal, Labandine Oil, Muscatel Sage Oil, Damascon, Bourbon Geranium Oil, Cyclohexyl Salicylate, Bertopix Koer, Iso-E-Super, Fixolide NP, Everyl, Iraldine Gamma, Phenyl Acetic Acid, Geranyl Acetate, Benzyl Acetate, Rose Oxide, Lomilat, Irotyl and Floramat alone or mixtures of each other It is preferable to use as.

Other adjuvant

In addition, the cosmetic preparations are adjuvant as antifoaming agents such as silicones, structuring agents such as maleic acid, solubilizing agents such as ethylene glycol, propylene glycol, glycerol or diethylene glycol, opacifying agents such as latex, styrene / PVP or styrene / Acrylamide copolymers, propellants such as propane / butane mixtures, N ₂ O, dimethyl ether, CO ₂ , N ₂ or air, so-called coupler and developer components as oxidizing dye precursors, reducing agents such as thioglycolic acid and derivatives thereof, thio Lactic acid, cysteamine, thiomalic acid or mercaptoethanesulfonic acid, or oxidizing agents such as hydrogen peroxide, potassium bromate or sodium bromate.

Suitable insect repellents include, for example, N, N-diethyl-m-toluamide, 1,2-pentanediol or insect repellents 3535; Suitable self-tanning agents are, for example, dihydroxyacetone and / or erythrulose or dihydroxy acetone and / or dihydroxy acetone precursors and / or erythrulose described in WO 01/85124.

The stabilizer system of the invention is particularly suitable for the stabilization of body care products, in particular the following products.

Skin-care preparations, for example skin-detergents and cleansing agents in tablet-form or liquid soaps, soap-free detergents or cleaning pastes;

Bath preparations, for example liquids (bubble baths, milk, shower preparations) or solid bath preparations, for example bath cubes and bath salts;

Skin-care preparations, for example skin emulsions, multi-emulsions or skin oils; Body oils, body lotions, body gels; Skin protective ointment;

Cosmetic personal care preparations, for example face makeup in the form of day creams or powder creams, face powders (uncompressed or compressed), loose or cream makeup, eye-care preparations, for example eyeshadow preparations, mascara, Eyeliner, eye cream or eye-fix cream; Lip-care preparations such as lipsticks, lip gloss, lip contour pencils, nail-care preparations such as nail varnishes, nail varnish removers, nail enhancers or cuticle removers;

Foot-care preparations, for example foot baths, foot powders, foot creams or foot balms, special deodorants and antiperspirants or callus removers;

Light protecting agents such as sunmilk, lotions, creams or oils, sunblocks or tropicals, pre-tanning preparations or after-sun preparations;

Skin-tanning preparations, for example self-tanning creams;

Bleaching preparations, for example skin lightening or skin-lightening preparations;

Insect repellents, for example insect repellent oils, lotions, sprays or sticks;

Deodorants such as deodorant sprays, pump-acting sprays, deodorant gels, sticks or roll-ons;

Antiperspirants, for example antiperspirant sticks, creams or roll-ons;

Combination skin cleansing and care agents, for example synthetic detergents (solid or liquid), peeling or scrubs or peeling masks;

Hair loss-removing agents (hair removal) in chemical form, for example hair-removal powders, liquid hair-removal preparations, cream- or paste-form hair-removal preparations, hair-removal preparations in the form of gels or aerosol foams;

Shaving preparations, for example shaving soaps, foaming shaving creams, non-foaming shaving creams, foams and gels, preshave preparations for dry shaving, aftershave or aftershave Lotion;

Fragrance preparations, for example fragrances and preparations containing fragrance substances (fragrances, eau de Cologne, eau de toilette, eau de parfum, parfum de toilette, parfum ), Fragrance or parfum cream;

Cosmetic hair-treatment preparations, for example hair-cleaning preparations in the form of shampoos and conditioners, hair-care preparations such as pre-treatment preparations, hair tonics, styling creams, styling gels, pomades, hair rinses, treatments Treatment packs, intensive hair treatments, hair-fixing preparations, for example hair-wave preparations for perm waves (hot, medium and cold), hair-enhancing preparations, liquid hair-setting preparations, hair foams, hair Sprays, bleaches such as hydrogen peroxide solutions, lightening shampoos, bleach creams, bleach powders, bleach pastes or oils, temporary, semi-permanent or permanent hair dyes, self-oxidizing dyes, or natural hair dyes such as henna or chamomile containing preparations;

Toothpastes, in particular tooth creams, toothpastes, mouthwashes, mouthwashes, anti-plaques and denture cleaners;

Cosmetic preparations, in particular lipsticks, nail varnishes, eyeshadows, mascaras, dry and wet makeup, rouge, powders, depilatory and suntan lotions;

Cosmetic preparations containing the active ingredient, in particular hormone preparations, vitamin preparations, plant extract preparations and antibacterial preparations.

Suitable cosmetic preparations containing the active ingredient are in particular hormone preparations, vitamin preparations, plant extract preparations and antibacterial preparations.

Presentation form

The final formulations listed may exist in various presentation forms, for example, in the following presentation forms:

In the form of liquid formulations such as W / O, O / W, O / W / O, W / O / W or PIT emulsions and all kinds of microemulsions,

Gel form,

In the form of an oil, cream, milk or lotion,

-Stick form,

In the form of a spray (spray or pump-operated spray with propulsion gas) or aerosol,

In foam form, or

-Paste form.

As cosmetic preparations for skin, light-protective preparations such as sun milks, lotions, creams, oils, sunblocks or tropicals, pre-tanning preparations or after-sun preparations, also skin-tanning preparations, for example self-tanning creams, are particularly It is important. Of particular importance are sun protection creams, sun protection lotions, sun protection milk and sun protection preparations in the form of a spray.

Cosmetic preparations for hair, said preparations for hair treatments, in particular hair-cleaning preparations in the form of shampoos, hair conditioners, hair-care preparations, for example pre-treatment preparations, hair tonics, styling creams, styling gels, pomades Of particular importance are hair rinses, treatment packs, intensive hair treatments, hair-enhancing preparations, liquid hair-setting preparations, hair foams and hairsprays. Of particular importance are hair-washing preparations in the form of shampoos.

The shampoo has, for example, the following composition:

0.01 to 5% by weight of the compound of formula 1,

12.0 wt% sodium laureth-2-sulfate,

4.0 wt% cocamidopropyl betaine,

3.0 weight percent sodium chloride, and

Water (amount to be 100% by weight).

For example, the following hair-cosmetic preparations can be used in particular:

a1) a compound of formula 1 according to the invention, optionally another, with addition of water and any preferred quaternary ammonium compound, for example 4% minamidopropyl dimethyl-2-hydroxyethylammonium chloride or quaternium 80 Spontaneous emulsified stock formulations including stabilizers, PEG-6-C10 oxoalcohol and sorbitan sesquioleate;

a2) a compound of formula 1 according to the invention, optionally another, with addition of water and any preferred quaternary ammonium compound, for example 4% minamidopropyl dimethyl-2-hydroxyethylammonium chloride or quaternium 80 Spontaneous emulsified stock formulations comprising stabilizers, tributyl citrate and PEG-20-sorbitan monooleate;

b) a compound of formula 1 according to the invention in butyl triglycol and tributyl citrate; And optionally a quaternary-doped solution comprising another stabilizer;

c) a compound of formula 1 and alkylpyrrolidone according to the invention; And optionally another stabilizer.

Examples of body care products of the invention are listed in the table below.

Home appliance

Stabilizer systems of the present invention are also useful for household cleaners and treatments, such as laundry products and fabric softeners, liquid cleaners and cleaners, glass cleaners, neutral cleaners (all-purpose cleaners), acidic cleaners (bathrooms), bathroom cleaners, WC cleaners such as cleaning, rinsing and dishwashing agents, kitchen and oven cleaners, clear rinsing agents, dishwasher detergents, shoe polishes, polished waxes, floor cleaners and varnishes, metal, glass and ceramic cleaners, textile-care products Used as carpet cleaners and carpet shampoos, rust, color and stain removers (stain remover salts), furniture and multi-purpose varnishes and leather and vinyl dressings (leather and vinyl sprays) and air fresheners.

Household detergents are aqueous or alcoholic (ethanol or isopropyl alcohol) solutions of one or more of the following components:

Anionic, nonionic, amphoteric and / or cationic surfactants;

Soaps prepared by saponification of animal and vegetable oils;

Organic acids such as hydrochloric acid, phosphoric acid, or sulfuric acid;

-For basic products, inorganic (NaOH or KOH) or organic bases;

Abrasives for improved cleaning of surfaces;

Waxes and / or silicones for the maintenance and protection of surfaces;

Polyphosphates;

Hypochlorite or halogen removing substances;

Peroxides including bleach activators such as TAED, for example sodium perborate or H ₂ O ₂ ;

- enzyme;

In washing detergents, discoloration inhibitors, antifouling compounds, gray scale inhibitors, antifoams, fluorescent brighteners;

Wax-based cleaners (which may include a solvent selected from benzine, turpentin and / or paraffin) and wax-based emulsifiers;

Fillers such as silicates, polyphosphates, zeolites for powder cleaners;

Pigments, lakes or soluble dyes;

Parfum; And

Light stabilizers, antioxidants and chelating agents.

Colored detergents and cosmetic cosmetic products may comprise the following dyes:

Inorganic pigments, for example iron oxide (red iron oxide, yellow iron oxide, black iron oxide, etc.), ultramarine, chromium oxide green or carbon black;

Natural or synthetic organic pigments;

Disperse dyes which can be solubilized in a solvent, such as direct hair dyes of the HC type, for example HC Red No. 3, HC blue No. 2 and all other hair dyes listed in International Cosmetic Ingredient Dictionary and Handbook, 7th edition 1997, or disperse dyes listed in Color Index International or Society of Dyers and Colourists;

Color varnishes (insoluble salts of soluble dyes, such as several Ca-, Ba- or Al-salts of anionic dyes);

Soluble anionic or cationic dyes such as acid dyes (anionic), basic dyes (cationic), direct dyes, reactive dyes or solvent dyes.

In general, for coloring of home- and body care products, all materials having an absorption in the visible light (wavelength of about 4000 to 700 nm) of electromagnetic radiation are suitable. Absorption is often caused by the following chromophores: azo- (mono-, di, tris- or poly-) stilbene-, carotenoid-, diarylmethane-, triarylmethane-, xanthene-, acridine- , Quinoline, methine- (also polymethine-), thiazole-, indamine-, indophenol-, azine-, oxazine, thiazine-, anthraquinone-, indigoid-, phthalocyanine- and further synthetic, natural And / or inorganic chromophores.

The invention also relates to the cleaning of household care products and textile care products such as drainage cleaners, disinfectant solutions, furniture cleaners, car care products (e.g., paints, tires, chromium, vinyl, leather, textiles, rubber, plastics and fabrics). And / or gloss and protective products), degreasing agents, varnishes (glass, wood, leather, plastic, marble, granite and tiles, etc.), and metal varnishes and cleaners. Antioxidants are suitable for protecting fragrances in the product as well as in the dryer sheet. The invention also relates to household care products such as candles, gel candles, air fresheners and perfume oils (household).

Typical examples of household cleaners and treatments are listed in the table below.

Stabilizers of formula (1) according to the invention are dissolved and incorporated in, for example, an oil phase or an alcoholic or water phase, which requires an elevated temperature.

The body care products and household articles of the present invention have high stability against color change and chemical degradation of the components present in such products. For example, compositions of the present invention comprising dyes have been found to have excellent color stability.

The following examples illustrate the invention.

A. Antioxidant Test Example

Example A1:

Stabilizer 1:

The following stabilized and unstabilized samples were prepared for antioxidant testing.

Samples were placed in RANCIMAT and heated to 100 ° C. Adjusted to air flow of 15 L / min. Airstream bubbles were passed through each heated sample and then through a water reservoir. Thus all volatile organic compounds formed by the oxidation process were transferred to the water reservoir by the airstream. The conductivity of the water reservoir was monitored online during the measurement. When oxidation begins, volatile organic compounds, such as formic acid, are transported to the water reservoir resulting in a rapid (exponential) increase in conductivity. The time until oxidation starts is referred to as the "induction time".

The results are listed in the table below.

Sample 2 comprising a stabilizer according to the invention exhibited a significantly long induction time and thus better oxidative stability compared to an unstabilized sample.

Example A2:

The following stabilized and unstabilized samples were prepared for antioxidant testing.

The sample was placed in a lanyard and heated to 100 ° C. Adjusted to air flow of 15 L / min. Airstream bubbles were passed through each heated sample and then through a water reservoir. Thus all volatile organic compounds formed by the oxidation process were transferred to the water reservoir by the airstream. The conductivity of the water reservoir was monitored online during the measurement. When oxidation begins, volatile organic compounds, such as formic acid, are transported to the water reservoir resulting in a rapid (exponential) increase in conductivity. The time until oxidation starts is referred to as the "induction time".

The results are listed in the table below.

Sample 2 comprising a stabilizer according to the invention is compared with unstabilized samples and with the latest phenolic antioxidants such as octadecyl di-t-butyl-4-hydroxyhydrocinnamate (sample 3) and tetrabutyl ethyl It showed better oxidative stability compared to lidinbisphenol (sample 4).

Example A3:

A formulation consisting of an 80:20 alcohol-water mixture stabilized with Stabilizer 1, each stabilized with BHT and 10% of various perfumes, was stored at 40 ° C. for 1 month. After storage, samples were observed for color change and freshness (fragment intensity / change).

Unstabilized samples, and some samples containing BHT, tended to discolor (yellow) on storage, while products stabilized with Stabilizer 1 did not discolor and showed the best overall olfactory performance.

The result was particularly advantageous in stabilizer 1 when the fragrance contained vanillin.

B. Application Examples: Preparation of Body-Care and Household Formulations

Produce:

Component (A) was dispersed at room temperature.

(B) was mixed with heating until paraben was completely dissolved, and then (B) was added to (A) with gentle stirring.

It was blended until (C) was completely dissolved and slowly added to the mixture of (A) and (B) with stirring.

The transparency of the gel can be increased by adding small amounts of triethanolamine (pH = 5.6-5.75).

Preparation: The surfactant and water were combined until a homogeneous solution was obtained. The citric acid was used to adjust the pH to 6.0-6.5 and other ingredients were added in the order shown. The mixture was stirred until completely dissolved.

Example B3: Preparation of Perfume

Component (w / w)%

Ethanol, 96% 60

d-limonene 5

Cedren 1.5

Citronellol 0.5

Vanillin 0.5

Benzotriazolyl Dodecyl p-cresol 0.05

Tris (tetramethylhydroxypiperidinol)

Citrate 0.05

Pentaerythritol tetra-di-t-butyl

Hydroxyhydrocinnamate 0.03

Stabilizer 1 0.02

EDTA, Sodium Salt 0.01

Colorant (D & C Yellow No.5) 0.1

Amount to make water 100

Preparation: The components were thoroughly mixed at 50 ° C. in the order shown. A clear homogeneous solution was obtained.

Example B4: Preparation of Green-Colored Glass Detergent

Component (w / w)%

Anionic / Amphoteric Surfactants

(Lumorol RK) 0.7

Butyl Glycol 5.0

Isopropanol 20.0

d-limonene 4.00

Colorant (D & C Green No.2) 0.05

Sodium Benzotriazolyl Butylphenol Sulfonate 0.10

Stabilizer 1 0.05

Amount to be 100 deionized water

Preparation: The components were dissolved in the order shown until a clear homogeneous mixture was obtained.

Example B5 Preparation of Bottom Wax

Component (w / w)%

Wax mixtures 12

Amount to make white milk 100

Spices 1.00

Stabilizer 1 0.10

Preparation: The components were stirred in the order shown until a homogeneous mixture was obtained.

Example B6 Preparation of Leather Cleaner

The stabilizer was previously dissolved in terpene. The components were then stirred at about 65 ° C. in the order shown in the order shown until homogeneous. The mixture was then cooled to room temperature.

Component (w / w)%

Synthetic Soap (Zetesap 813) 7.85

Glycerol 6.00

Anionic surfactant

(Lumorol 4192; Mulsifan RT 13) 22.00

Vaseline 11.00

Paraffin 52/54 20.00

Talc 2.00

Orange Terpene 4.00

Stabilizer 1 0.05

Water 27.13

Excellent results have been achieved in the examples of such leather dressing and cleaning compositions. Upon storage at 40 ° C. for 1 month, formulation performance was superior to the same formulation stabilized with the latest phenolic antioxidant BHT.

Example B15: Emulsions Containing Natural Oils

Phase component (w / w)%

A Passion Oil 8

Glyceryl Dioleate 4

Dicapryl Ether 4

Isopropylisostearate 4

Stabilizer 1 0.05

B amount to be 100 demineralized water

EDTA 0.1

C Carbomer 0.15

D 10% sodium hydroxide

0.20

E parfum; Sufficient amount of preservative

The ingredients of phase A were mixed thoroughly for 10 minutes at 75-80 ° C. in a homogenizer. Similarly, aqueous phase B, previously heated to 75-80 ° C., was slowly added and the mixture was homogenized for 1 minute. After cooling the mixture to 40 ° C. with stirring, phases C and E were added and the mixture was homogenized for 1 minute. Subsequently, phase D was added and the mixture was homogenized for 1/2 minute and cooled to room temperature with stirring. Formulations with and without the stabilizer of the invention were stored at 40 ° C. for 1 month.

Visual and olfactory evaluations confirmed that the stabilizers of the present invention provide excellent color stability in personal care products.

Example B16 Stabilization of Hydroquinone (Active Ingredient for Skin Whitening Cream)

The formulation was taken and various state-of-the-art stabilizers were added to Phase D at 0.2% and the samples were stored at 40 ° C. for 4 weeks. The results were compared with the stabilizers according to the invention. Some discoloration was seen even with the use of modern phenolic antioxidants such as BHT or tinogard TS (octadecyl di-t-butyl-4-hydroxyhydrocinnamate). Surprisingly, however, stabilizer 1 according to the invention was the most effective and no discoloration was observed after storage.

Claims (15)

Use of a stabilizer of formula 1 to protect body-care products and household articles from photodegradable and oxidative degradation:
<Formula 1>

Where
R ₁ and R ₂ are each independently of the other hydrogen; Or C ₁ -C ₈ alkyl,
R ₃ and R ₄ are each independently of the other C ₁ -C ₁₂ alkyl,
R ₅ is C ₁ -C ₇ alkyl. The method of claim 1,
R ₁ and R ₂ are each independently of the other hydrogen; Or C ₁ -C ₄ alkyl,
R ₃ and R ₄ are each independently of the other C ₄ -C ₁₀ alkyl,
R ₅ is C ₁ -C ₄ alkyl. The method according to claim 1 or 2,
R ₃ and R ₄ are tert-octyl. 4. The method according to any one of claims 1 to 3,
R ₁ and R ₂ are hydrogen,
R ₃ and R ₄ are tert-octyl,
R ₅ is methyl. Use of the stabilizer according to any one of claims 1 to 4 in body-care products for the skin and its appendages. 6. The body-care product of claim 5, wherein the body-care product is a skin-care product, a bath and shower additive, a preparation containing flavoring and fragrance substances, a hair-care product, a dentifrice, a deodorant and antiperspirant preparation, a cosmetic preparation, a light protection preparation. And formulations containing the active ingredient. Use according to claim 5, wherein the body-care product is selected from body oils, body lotions, body gels, treatment creams, skin protective ointments, shaving preparations and skin powders. 6. Use according to claim 5, wherein the body-care product contains fragrances and flavoring substances and is selected from perfumes, perfumes, lotions and shaving lotions (aftershave preparations). 6. The body-care product of claim 5, wherein the body-care product is a hair-care product and is selected from shampoos, hair conditioners, styling and hair treatment products, perms, hair sprays and lacquers, hair gels, hair fixatives and hair dyes or bleaches. Use that is. Use according to claim 5, wherein the body-care product is a cosmetic preparation and is selected from lipsticks, nail varnishes, eyeshadows, mascaras, dry and wet makeup, rouge, powders, hair loss agents and suntan lotions. Use according to claim 5, wherein the body-care product contains the active ingredient and is selected from hormonal preparations, vitamin preparations, plant extract preparations and antibacterial preparations. Use of the stabilizer according to any one of claims 1 to 4 in household cleaners and treatments. 13. The household cleaners and treatments of claim 12, wherein the household cleaners and treatments are detergents, rinses and dishwashers, shoe polishes, polish waxes, floor cleaners and polishes, universal cleaners, bath and toilet cleaners, kitchen cleaners, vehicle shampoos and waxes, neutrals, Select from acidic and alkaline cleaners, metal, glass and ceramic cleaners, fabric care agents, rust, color and stain removers (stain remover salts), bleaches, furniture and all-purpose varnishes, surface protective preparations, film forming preparations, air care preparations and candles Use that is. A body-care product comprising at least one stabilizer according to claim 1. Household cleaners and treatments comprising at least one stabilizer according to claim 1.